136173-93-8

Basic information

• Product Name: (R)-(-)-jasmine lactone
• CAS NO: 136173-93-8
• Molecular Weight: 168.236
• Mol File: 136173-93-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-(-)-jasmine lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-jasmine lactone(136173-93-8)
• EPA Substance Registry System: (R)-(-)-jasmine lactone(136173-93-8)

Safety Data

• Hazardous Substances Data: 136173-93-8(Hazardous Substances Data)

Upstream product

• 6789-80-6 (3Z)-hexenal 
• 928-96-1 (Z)-3-Hexen-1-ol 
• 136113-72-9 (5R)-5-Hydroxydec-7-ynoate d'ethyle 
• 87086-56-4 (R)-5-Hydroxy-dec-7-ynoic acid 
• 136113-71-8 (+)-(5R)-5,6-Epoxyhexanoate d'ethyle 
• 133634-34-1 (-)-(5S)-5,6-Dihydroxyhexanoate d'ethyle 
• 136113-70-7 (-)-(5S)-6-<(tert-Butyl)diphenylsilyloxy>-5-(methanesulfonyloxy)hexanoate d'ethyle 
• 136113-69-4 (-)-(5S)-<(tert-Butyl)diphenylsilyloxy>-5-hydroxyhexanoate d'ethyle 
• 25524-95-2 Jasmin lactone 
• 136173-92-7 (+)-(6R)-Tetrahydro-6-(pent-2-ynyl)-2H-pyran-2-one 

Relevant articles and documents

Method for asymmetric synthesis of (R)-jasmine lactone

The invention discloses a method for asymmetric synthesis of (R)-jasmine lactone. The method comprises the steps: oxidating (Z)-3-hexen-1-ol 1, which serves as a starting raw material, with a DMP reagent, so as to obtain (Z)-3-hexenoic aldehyde 2; then, carrying out an asymmetric addition reaction with methyl alkyne-butyrate in the presence of a (R,R)-ProPhenol ligand and zinc methyl, so as to obtain (S,Z)-5-hydroxyl-7-decen-3-methyl acetylenate 3; reducing a triple bond into a single bond with NaBH4 in the presence of CuI, so as to produce (R,Z)-5-hydroxyl-7-methyl decenoate 4; and finally, carrying out treatment with para-toluenesulfonic acid, and carrying out ring closing, thereby obtaining the target product, i.e., (R)-jasmine lactone. According to the method, the synthesis route is simple and direct, the reaction conditions are mild, the total yield is 42%, and the optical purity of the product is 95%.

Synthesis of (-)-(6R)- and (+)-(6S)-Tetrahydro-6--2H-pyran-2-one, lactones from Jasminum grandiflorum L. and from Polianthes tuberosa L.

(-)-(2S)-Ethyl 2-hydroxyhexanedioate ((2S)-2) was obtained by kinetic resolution of racemic ethyl 2-hydroxyhexanedioate with baker's yeast.The key intermediates (+)-(5R)- and (-)-(5S)-ethyl 5,6-epoxyhexanoate ((5R)- and (5S)-6, resp.) are proved to be use